Photo: Richard Majchrak/Studio D
These duos hark back to my grandmother's day—in a good 1950s glamour way. TO keep the look modern, wear the pieces with a casual outfit like rolled-up jeans and a button-down.
Shoe, $305 and Bag, $395; LKBennet.com
Shoe, $110 and Bag $65, Ostwald Helgason X Aldo Rise; AldoShoes.com
Shoe, $295 and Bag, $375; ToryBurch.com